Protesters opposing Quebec student tuition fee hikes demonstrate in Montreal, Sunday night. The protest led to clashes with police and more than 300 arrests.

Graham Hughes/THE CANADIAN PRESS

Benjamin ShinglerThe Canadian Press

MONTREAL—Quebec’s student protests took a dark, angry turn over the weekend following the introduction of an emergency law aimed at restoring order in the province, while the movement gained a number of high-profile supporters on the international stage.

For the second night in a row, police clashed with protesters repeatedly into the late hours Sunday in a chaotic scene that left at least 300 arrested and 20 injured, including 11 police officers. At least one person was taken to hospital with what emergency services called “non-life threatening injuries.”

Windows were smashed, construction cones and signs tossed into the streets, and there were reports a fire hydrant was burst open at the same spot where a bonfire was lit a night earlier.

Riot police used tear gas and sound grenades to try to break up the protest, which was deemed illegal moments after it began for not complying with the new law. The result was a series of violent exchanges between small groups of protesters and police in pockets throughout the downtown core.

One video circulated online captured what appeared to be a police cruiser moving forward briefly with a protester on the hood, before the protester jumped off to the side and the cruiser sped away. Police later denied a rumour that a person had been run over.

Two journalists from local newspapers also reported being arrested and later released.

The legislation passed Friday was intended to put an end to three months of student protests, but it appears only to have given the movement momentum.

“I think the government put the police in a difficult situation,” said protester Nino Gabrielli, who got his Master’s last fall at a Montreal university. “I think the population is mobilizing around this thing.”

As the scenes of unrest played out in the city the movement also gained some celebrity support.

Montreal’s Arcade Fire wore the movement’s iconic red squares during an appearance with Mick Jagger on Saturday Night Live. Activist and filmmaker Michael Moore also gave his support to the students, featuring links about the issue prominently on his website.

“Their uprising is inspiring,” he tweeted to over a million followers. “One of the most amazing mass protests of the year.”

The global hacker collective Anonymous took an interest as well, releasing two videos denouncing the legislation and the planned tuition increases. The group, which regularly hacks into government websites around the world, warned of future actions in Quebec.

“Resistance is futile,” a computer-modulated voice stated in one video. “The hour of war has come.”

The website for the Quebec Liberal party and the province’s Education Ministry were down for portions of the weekend in an apparent cyber attack. Anonymous, however, did not claim responsibility.

The newfound support came during a weekend marked by violence and vandalism. The unrest reached a climax with a blaze of plastic traffic cones and construction materials lit Saturday during a melee on a busy downtown street.

Meanwhile, police came under criticism on Sunday over an altercation caught on video that shows patrons on a bar patio getting pepper sprayed.

Surveillance footage, played in a loop on one of Quebec’s all-news stations, shows several people sprayed by riot police at close range. Customers are seen scrambling to get inside the bar as a police officer knocks over tables and chairs.

Another video from a local TV station shows the officers took action after one was hit by a flying chair. The chair was then flung back toward the patio. The bar owner said police went too far and he’s considering taking legal action.

“People were falling on each other running inside to get away from the pepper spray, breaking things, and then people left by the back exit,” said Martin Guimond, who runs the Saint Bock brasserie in the city’s lively Latin Quarter. His waitress was initially going to call 911 after it happened.

“And then she said, ‘But wait, it’s the police that are doing this,’” Guimond recalled. “That’s when you realize there’s a total loss of security.”

Police didn’t return a request Sunday for comment about the incident, which occurred only steps from where the fires were set.

Police were newly armed on the weekend with Bill 78, which lays out regulations governing demonstrations of over 50 people. It includes requiring organizers to give eight hours’ notice for details such as the protest route, the duration and the time at which they’re being held.

The City of Montreal also adopted a new bylaw that threatens protesters who wear masks with heavy fines. But it failed to deter dozens of protesters from wearing masks Saturday or Sunday night, and police said they would use the new law with discretion.

Montreal police took a tougher stance on the weekend than previously seen during the nightly marches. The march was almost immediately declared illegal on both Saturday and Sunday because, police said, they weren’t provided with a protest route and bottles and rocks were thrown at police.